#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/70/2007002.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2007002 loop_ _publ_author_name 'Maulik, Prakas R.' 'Avasthi, Kamlakar' 'Biswas, Goutam' 'Biswas, Sampa' 'Rawat, Diwan S.' 'Sarkhel, Sanjay' 'Chandra, Tilak' 'Bhakuni, D. S.' _publ_section_title ; A Stacked Pyrazolo[3,4-d]pyrimidine-Based Flexible Molecule ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 275 _journal_page_last 277 _journal_paper_doi 10.1107/S0108270197013309 _journal_volume 54 _journal_year 1998 _chemical_formula_sum 'C17 H20 N8 O2 S2' _chemical_formula_weight 432.53 _chemical_melting_point 220 _chemical_name_common (pyrazolo[3,4-d]pyrimidin-1-yl)alkane _chemical_name_systematic ' 1,3-bis(5-methyl-6-methylthio-4-oxo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)propane' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _cell_angle_alpha 90.00 _cell_angle_beta 98.87(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.459(4) _cell_length_b 9.2087(15) _cell_length_c 15.883(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 17.94 _cell_measurement_theta_min 5.08 _cell_volume 1945.0(9) _computing_cell_refinement CAD-4-MACH/PC _computing_data_collection 'CAD-4-MACH/PC (Enraf-Nonius, 1993)' _computing_data_reduction ' NRCVAX (Gabe, Le Page, Chardland, Lee & White, 1989)' _computing_molecular_graphics ' ORTEP (Johnson, 1965) and PLUTO (Motherwell & Clegg, 1978)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3408 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 1.30 _diffrn_standards_decay_% <0.5 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.307 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_meas ? _exptl_crystal_density_method none _exptl_crystal_description block _exptl_crystal_F_000 904 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.204 _refine_diff_density_min -0.283 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.956 _refine_ls_goodness_of_fit_obs 1.117 _refine_ls_hydrogen_treatment H_atoms_riding _refine_ls_matrix_type full _refine_ls_number_parameters 266 _refine_ls_number_reflns 3407 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.027 _refine_ls_restrained_S_obs 1.117 _refine_ls_R_factor_all 0.0851 _refine_ls_R_factor_obs .0404 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + 20 + (0.0627P)^2^] where P = (Fo^2^ + 2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1213 _refine_ls_wR_factor_obs .0993 _reflns_number_observed 2041 _reflns_number_total 3408 _reflns_observed_criterion >2sigma(I) _cod_data_source_file cf1197.cif _cod_data_source_block 2 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' w = 1/[\s^2^(Fo^2^) + 20 + (0.0627P)^2^] where P = (Fo^2^ + 2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^) + 20 + (0.0627P)^2^] where P = (Fo^2^ + 2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1945.1(8) _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2007002 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S6' .0578(5) .0337(4) .0487(4) .0010(4) .0019(4) -.0045(3) S6 .0567(5) .0765(6) .0378(4) .0004(4) .0051(4) .0106(4) N5' .0398(13) .0285(11) .0374(12) -.0010(10) .0076(10) .0031(10) N7 .0353(13) .0376(13) .0371(12) .0029(10) .0042(10) .0023(11) N1 .0498(15) .0305(12) .0387(12) .0031(10) .0112(11) -.0001(10) N7' .0359(14) .0319(12) .0349(12) -.0013(10) .0057(10) -.0013(10) O4' .0669(15) .0470(12) .0341(11) .0021(10) .0132(9) .0037(9) O4 .073(2) .0326(11) .0585(13) .0022(10) .0096(11) -.0068(10) N5 .0393(15) .0363(13) .0447(14) -.0018(10) .0030(11) .0074(11) C7'A .031(2) .0302(14) .0364(14) .0008(11) .0078(11) .0018(11) C3'A .034(2) .0324(14) .0348(14) -.0003(12) .0089(11) -.0018(11) N1' .0458(15) .0312(12) .0364(12) -.0017(10) .0123(11) .0011(10) C6' .0288(14) .0333(14) .0357(14) .0013(11) .0025(11) -.0019(12) C4 .037(2) .036(2) .043(2) -.0001(12) .0077(13) -.0006(13) N2' .058(2) .0331(12) .0449(14) -.0009(11) .0125(12) -.0032(11) C5' .069(2) .036(2) .050(2) -.003(2) .013(2) .0136(14) C6 .028(2) .051(2) .0352(14) .0001(13) .0032(11) -.0002(13) C4' .030(2) .043(2) .039(2) -.0006(12) .0089(12) .0025(12) C3A .037(2) .0334(14) .0376(14) -.0005(12) .0084(12) -.0007(12) C3' .052(2) .040(2) .039(2) -.0007(14) .0127(13) -.0039(13) C7A .0321(15) .0307(14) .0379(15) .0018(11) .0086(11) .0019(12) C9 .055(2) .0300(14) .042(2) .0036(13) .0130(13) .0060(12) N2 .073(2) .0376(14) .0407(14) .0036(13) .0173(13) .0032(11) C3 .062(2) .041(2) .040(2) .0002(15) .0158(14) -.0005(13) C10 .049(2) .039(2) .0374(15) .0011(13) .0072(13) .0093(12) C5 .062(2) .042(2) .065(2) -.004(2) .001(2) .018(2) C8 .051(2) .0299(14) .049(2) -.0025(13) .0126(14) -.0047(13) CS6' .079(3) .052(2) .045(2) -.001(2) .002(2) -.010(2) CS6 .058(2) .095(3) .038(2) .002(2) .004(2) -.014(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S6' .25494(6) .07816(8) .29613(5) .0474(2) Uani d . 1 . S S6 -.02548(7) -.11888(10) .07579(5) .0572(3) Uani d . 1 . S N5' .2427(2) -.0869(2) .15806(13) .0351(5) Uani d . 1 . N N7 -.0086(2) -.2675(2) .21998(13) .0368(5) Uani d . 1 . N N1 .0167(2) -.3813(2) .35734(14) .0392(5) Uani d . 1 . N N7' .2394(2) -.2082(2) .28962(13) .0342(5) Uani d . 1 . N O4' .2314(2) -.2030(2) .02935(11) .0488(5) Uani d . 1 . O O4 -.0255(2) .1110(2) .35560(13) .0548(6) Uani d . 1 . O N5 -.0253(2) -.0108(2) .23020(14) .0405(6) Uani d . 1 . N C7'A .2308(2) -.3303(3) .2421(2) .0321(6) Uani d . 1 . C C3'A .2293(2) -.3418(3) .1552(2) .0335(6) Uani d . 1 . C N1' .2222(2) -.4658(2) .27246(13) .0372(6) Uani d . 1 . N C6' .2451(2) -.0905(3) .2450(2) .0329(6) Uani d . 1 . C C4 -.0199(2) -.0049(3) .3202(2) .0386(7) Uani d . 1 . C N2' .2148(2) -.5666(2) .20851(14) .0449(6) Uani d . 1 . N C5' .2490(3) .0526(3) .1132(2) .0512(8) Uani d . 1 . C H5'1 .2139(13) .0446(7) .0560(4) .077 Uiso calc R 1 . H H5'2 .3183(3) .0758(11) .1119(11) .077 Uiso calc R 1 . H H5'3 .2190(13) .1279(5) .1427(7) .077 Uiso calc R 1 . H C6 -.0191(2) -.1389(3) .1861(2) .0382(6) Uani d . 1 . C C4' .2343(2) -.2133(3) .1067(2) .0371(6) Uani d . 1 . C C3A -.0064(2) -.1450(3) .3577(2) .0356(6) Uani d . 1 . C C3' .2196(2) -.4917(3) .1388(2) .0431(7) Uani d . 1 . C H3' .2169(2) -.5329(3) .0850(2) .052 Uiso calc R 1 . H C7A -.0006(2) -.2647(3) .3062(2) .0332(6) Uani d . 1 . C C9 .1289(2) -.5958(3) .3724(2) .0416(7) Uani d . 1 . C H9A .1352(2) -.6915(3) .3483(2) .050 Uiso calc R 1 . H H9B .1283(2) -.6081(3) .4330(2) .050 Uiso calc R 1 . H N2 .0225(2) -.3423(2) .44117(14) .0497(7) Uani d . 1 . N C3 .0082(2) -.2012(3) .4410(2) .0469(7) Uani d . 1 . C H3 .0079(2) -.1456(3) .4899(2) .056 Uiso calc R 1 . H C10 .2208(2) -.5074(3) .3606(2) .0418(7) Uani d . 1 . C H10A .2228(2) -.4204(3) .3953(2) .050 Uiso calc R 1 . H H10B .2807(2) -.5636(3) .3808(2) .050 Uiso calc R 1 . H C5 -.0355(3) .1304(3) .1857(2) .0574(9) Uani d . 1 . C H5A .0295(3) .1633(11) .1761(12) .086 Uiso calc R 1 . H H5B -.0641(15) .2002(7) .2200(6) .086 Uiso calc R 1 . H H5C -.0786(13) .1196(6) .1320(6) .086 Uiso calc R 1 . H C8 .0292(2) -.5313(3) .3326(2) .0428(7) Uani d . 1 . C H8A .0238(2) -.5365(3) .2711(2) .051 Uiso calc R 1 . H H8B -.0249(2) -.5891(3) .3493(2) .051 Uiso calc R 1 . H CS6' .2634(3) .0246(3) .4049(2) .0594(9) Uani d . 1 . C HS6A .2732(17) .1089(4) .4407(2) .089 Uiso calc R 1 . H HS6B .3192(10) -.0404(19) .4192(4) .089 Uiso calc R 1 . H HS6C .2025(7) -.024(2) .4132(4) .089 Uiso calc R 1 . H CS6 -.0187(3) -.3026(4) .0413(2) .0641(10) Uani d . 1 . C HS6D .0015(17) -.3045(4) -.0141(7) .096 Uiso calc R 1 . H HS6E -.0834(5) -.3476(8) .0385(14) .096 Uiso calc R 1 . H HS6F .0297(13) -.3546(8) .0809(8) .096 Uiso calc R 1 . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C6' S6' CS6' 101.12(14) C6 S6 CS6 102.15(15) C6' N5' C4' 123.1(2) C6' N5' C5' 120.7(2) C4' N5' C5' 116.3(2) C6 N7 C7A 112.7(2) C7A N1 N2 110.9(2) C7A N1 C8 127.8(2) N2 N1 C8 121.4(2) C6' N7' C7'A 113.3(2) C6 N5 C4 123.0(2) C6 N5 C5 121.2(2) C4 N5 C5 115.8(2) N1' C7'A N7' 125.1(2) N1' C7'A C3'A 107.3(2) N7' C7'A C3'A 127.6(2) C7'A C3'A C3' 104.3(2) C7'A C3'A C4' 118.9(2) C3' C3'A C4' 136.7(2) C7'A N1' N2' 111.3(2) C7'A N1' C10 127.0(2) N2' N1' C10 121.7(2) N7' C6' N5' 124.8(2) N7' C6' S6' 119.6(2) N5' C6' S6' 115.6(2) O4 C4 N5 120.2(2) O4 C4 C3A 128.0(2) N5 C4 C3A 111.8(2) C3' N2' N1' 105.2(2) N7 C6 N5 125.5(2) N7 C6 S6 119.7(2) N5 C6 S6 114.8(2) O4' C4' N5' 120.1(2) O4' C4' C3'A 127.7(3) N5' C4' C3'A 112.3(2) C7A C3A C3 104.5(2) C7A C3A C4 119.4(2) C3 C3A C4 136.0(2) N2' C3' C3'A 111.9(2) N1 C7A N7 125.0(2) N1 C7A C3A 107.4(2) N7 C7A C3A 127.6(2) C8 C9 C10 115.2(2) C3 N2 N1 105.8(2) N2 C3 C3A 111.4(3) N1' C10 C9 113.1(2) N1 C8 C9 113.1(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S6' C6' . 1.748(3) ? S6' CS6' . 1.783(3) ? S6 C6 . 1.751(3) ? S6 CS6 . 1.785(4) ? N5' C6' . 1.377(3) ? N5' C4' . 1.415(3) ? N5' C5' . 1.477(3) ? N7 C6 . 1.299(3) ? N7 C7A . 1.357(3) ? N1 C7A . 1.346(3) ? N1 N2 . 1.370(3) ? N1 C8 . 1.453(3) ? N7' C6' . 1.304(3) ? N7' C7'A . 1.349(3) ? O4' C4' . 1.227(3) ? O4 C4 . 1.214(3) ? N5 C6 . 1.381(3) ? N5 C4 . 1.421(3) ? N5 C5 . 1.476(3) ? C7'A N1' . 1.349(3) ? C7'A C3'A . 1.381(3) ? C3'A C3' . 1.407(4) ? C3'A C4' . 1.420(4) ? N1' N2' . 1.369(3) ? N1' C10 . 1.455(3) ? C4 C3A . 1.421(4) ? N2' C3' . 1.315(3) ? C3A C7A . 1.383(3) ? C3A C3 . 1.406(4) ? C9 C8 . 1.514(4) ? C9 C10 . 1.516(4) ? N2 C3 . 1.313(4) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C6' N7' C7'A N1' -179.0(3) ? C6' N7' C7'A C3'A 1.1(4) ? N1' C7'A C3'A C3' -0.2(3) ? N7' C7'A C3'A C3' 179.8(3) ? N1' C7'A C3'A C4' 178.2(2) ? N7' C7'A C3'A C4' -1.9(4) ? N7' C7'A N1' N2' 179.9(2) ? C3'A C7'A N1' N2' -0.1(3) ? N7' C7'A N1' C10 -0.3(4) ? C3'A C7'A N1' C10 179.7(2) ? C7'A N7' C6' N5' 0.2(4) ? C7'A N7' C6' S6' 179.2(2) ? C4' N5' C6' N7' -0.5(4) ? C5' N5' C6' N7' 179.6(3) ? C4' N5' C6' S6' -179.6(2) ? C5' N5' C6' S6' 0.5(3) ? CS6' S6' C6' N7' 4.3(2) ? CS6' S6' C6' N5' -176.6(2) ? C6 N5 C4 O4 179.8(3) ? C5 N5 C4 O4 1.3(4) ? C6 N5 C4 C3A 0.8(4) ? C5 N5 C4 C3A -177.8(2) ? C7'A N1' N2' C3' 0.4(3) ? C10 N1' N2' C3' -179.4(3) ? C7A N7 C6 N5 -2.0(4) ? C7A N7 C6 S6 177.4(2) ? C4 N5 C6 N7 0.4(4) ? C5 N5 C6 N7 178.9(3) ? C4 N5 C6 S6 -179.0(2) ? C5 N5 C6 S6 -0.5(3) ? CS6 S6 C6 N7 2.0(3) ? CS6 S6 C6 N5 -178.6(2) ? C6' N5' C4' O4' 179.3(2) ? C5' N5' C4' O4' -0.9(4) ? C6' N5' C4' C3'A -0.3(3) ? C5' N5' C4' C3'A 179.6(2) ? C7'A C3'A C4' O4' -178.2(3) ? C3' C3'A C4' O4' -0.5(5) ? C7'A C3'A C4' N5' 1.3(3) ? C3' C3'A C4' N5' 179.0(3) ? O4 C4 C3A C7A -179.2(3) ? N5 C4 C3A C7A -0.3(4) ? O4 C4 C3A C3 -2.7(6) ? N5 C4 C3A C3 176.3(3) ? N1' N2' C3' C3'A -0.5(3) ? C7'A C3'A C3' N2' 0.4(3) ? C4' C3'A C3' N2' -177.5(3) ? N2 N1 C7A N7 178.8(2) ? C8 N1 C7A N7 -0.8(4) ? N2 N1 C7A C3A 0.1(3) ? C8 N1 C7A C3A -179.6(2) ? C6 N7 C7A N1 -175.9(3) ? C6 N7 C7A C3A 2.6(4) ? C3 C3A C7A N1 -0.3(3) ? C4 C3A C7A N1 177.2(2) ? C3 C3A C7A N7 -179.0(3) ? C4 C3A C7A N7 -1.5(4) ? C7A N1 N2 C3 0.2(3) ? C8 N1 N2 C3 179.9(3) ? N1 N2 C3 C3A -0.4(3) ? C7A C3A C3 N2 0.5(3) ? C4 C3A C3 N2 -176.4(3) ? C7'A N1' C10 C9 125.0(3) y N2' N1' C10 C9 -55.3(3) y C8 C9 C10 N1' -50.5(3) y C7A N1 C8 C9 122.0(3) y N2 N1 C8 C9 -57.6(3) y C10 C9 C8 N1 -51.9(3) y loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21137262 2 PubChem 15399249